Great Books

Can all of humanity’s greatest thinking fit in 100 books?

There’s a common adage frequently said: “You’re the average of the five people you spend the most time with.”

I wonder if that adage applies to books too. Except not just 5 books but 100 books. And not just 100 random books but 100 books from humanity’s wisest and clearest thinkers.

These are foundational books: understood correctly, you can’t go back to your old thinking—you have no choice but to see reality, or as close to reality as possible. Musashi said it best: “If you know the way broadly you will see it in everything.”

These books give you a firm foundation for understanding everything. Surprisingly, you wouldn’t need to memorize everything written in these books because the authors built on a firm foundation. Good explanations stand on its own. No memorization required.

Is this list biased? Yes. If you’re not interested at the intersection of life, philosophy, and hard sciences, pick five random books from this list—and you’ll become interested.

Read enough books to fill in the gaps other books don’t cover. This list is exactly that: the interweaving of many topics—what one book didn’t cover, other books will.

Scan the list, and pick anything your eyes snag.

In random order:

  1. On The Shortness of Life: Life Is Long if You Know How to Use It by Seneca
  2. Fooled by Randomness: The Hidden Role of Chance in Life and In the Markets by Nassim Nicholas Taleb
  3. The Black Swan: The Impact of the Highly Improbable by Nassim Nicholas Taleb
  4. The Bed of Procrustes: Philosophical and Practical Aphorisms by Nassim Nicholas Taleb
  5. Antifragile: Things That Gain from Disorder by Nassim Nicholas Taleb
  6. Skin in the Game: Hidden Asymmetries in Daily Life by Nassim Nicholas Taleb
  7. Poor Charlie’s Almanack: The Wit and Wisdom of Charles T. Munger by Charlie Munger
  8. The Origins of Virtue: Human Instincts and the Evolution of Cooperation by Matt Ridley
  9. The Rational Optimist: How Prosperity Evolves by Matt Ridley
  10. Zero to One: Notes on Startups, or How to Build the Future by Peter Thiel
  11. Lying by Sam Harris
  12. Tao Te Ching by Lao Tzu and Ursula K. Le Guin
  13. The Art of War by Sun Tzu
  14. The Richest Man in Babylon by George S. Clason
  15. How to Get Rich (without getting lucky) by Naval Ravikant
  16. Spearhead by Naval Ravikant
  17. Happiness by Naval Ravikant
  18. Economic Sophisms by Frederic Bastiat
  19. The Beginning of Infinity by David Deutsch

…81 more coming soon…